2-[(2-ethoxyethyl)sulfanyl]-6-oxo-4-phenyl-1,6-dihydropyrimidine-5-carbonitrile | 1335028-55-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-[(2-ethoxyethyl)sulfanyl]-6-oxo-4-phenyl-1,6-dihydropyrimidine-5-carbonitrile
• 英文别名: 2-(2-ethoxyethylsulfanyl)-6-oxo-4-phenyl-1H-pyrimidine-5-carbonitrile
• CAS: 1335028-55-1
• 化学式: C₁₅H₁₅N₃O₂S
• 分子量: 301.369
• InChiKey: JPWMZQJJGKBURI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  99.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  苯甲醛 在 potassium carbonate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 2-[(2-ethoxyethyl)sulfanyl]-6-oxo-4-phenyl-1,6-dihydropyrimidine-5-carbonitrile
  参考文献：
  名称：

  Synthesis of novel 6-phenyl-2,4-disubstituted pyrimidine-5-carbonitriles as potential antimicrobial agents

  摘要：

  New series of 6-phenyl-2,4-disubstituted pyrimidine-5-carbonitriles namely, 2-substitued thio-6-phenyl-3,4-dihydro-4-oxopyrimidine-5-carbonitriles (5a-d, 6, 7a-d, 8), 2-(4-chlorobenzylthio)-4-chloro-6-phenylpyrimidine-5-carbonitrile (9), 2-(4-chlorobenzylthio)-4-arylthio-6-phenylpyrimidine-5-carbonitriles (10a-d) and 2-(4-chlorobenzylthio)-4-arylamino-6-phenylpyrimidine-5-carbonitriles (11a-d) was synthesized and tested for in vitro activities against a panel of Gram-positive and Gram-negative bacteria and the yeast-like pathogenic fungus Candida albicans. Compounds 5b, 5c, 6, 7a, 7b, 7c, 9 and 11a displayed marked antibacterial activity particularly against the tested Gram-positive bacteria, while compounds 6, 7c, 7d and 9 were moderately or weakly active against C. albicans. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.08.003

文献信息

• Structural Insights of Three 2,4-Disubstituted Dihydropyrimidine-5-carbonitriles as Potential Dihydrofolate Reductase Inhibitors
  作者：Lamya H. Al-Wahaibi、Althaf Shaik、Mohammed A. Elmorsy、Mohammed S. M. Abdelbaky、Santiago Garcia-Granda、Subbiah Thamotharan、Vijay Thiruvenkatam、Ali A. El-Emam

  DOI：10.3390/molecules26113286

  日期：——

  6-dihydropyrimidine-5-carbonitrile 1, 4-(2-methylpropyl)-2-[(4-nitrophenyl)methyl]sulfanyl}-6-oxo-1,6-dihydropyrimidine-5-carbonitrile 2, and 2-[(2-ethoxyethyl)sulfanyl]-6-oxo-4-phenyl-1,6-dihydropyrimidine-5-carbonitrile monohydrate 3. An X-ray diffraction analysis revealed that these compounds were crystallized in the centrosymmetric space groups and adopt an L-shaped conformation. One of the compounds (3)

  在本报告中，我们描述了三种 2,4-二取代-二氢嘧啶-5-甲腈衍生物的结构表征，即 2-[(4-nitrophenyl)methyl]sulfanyl}-6-oxo-4-propyl-1,6 -dihydropyrimidine -5-腈1，4-（2-甲基丙基）-2 - [（4-硝基苯基）甲基]硫基} -6-氧代-1,6-二氢嘧啶-5-腈2，和2 - [（ 2-乙氧基乙基)硫烷基]-6-氧代-4-苯基-1,6-二氢嘧啶-5-甲腈一水合物3。X 射线衍射分析表明，这些化合物在中心对称空间群中结晶并采用 L 形构象。化合物( 3 )之一与水分子结晶。一个环状基序 (R 2 2（8））在化合物1和2中形成了由N–H··O氢键介导的化合物，而在化合物3中，由于水分子，相应的基序并不理想。这些化合物的晶体堆积是根据在B3LYP / 6-31G（d，p）理论水平上进行的能构架分析的。使用 Hirshfeld